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rdf:type
lifeskim:mentions
pubmed:issue
42
pubmed:dateCreated
2008-10-16
pubmed:abstractText
This study explores via structural clues the influence of weak intermolecular hydrogen-halogen bonds on the boiling point of halogenated ethanes. The plot of boiling points of 86 halogenated ethanes versus the molar refraction (linked to polarizability) reveals a series of straight lines, each corresponding to one of nine possible arrangements of hydrogen and halogen atoms on the two-carbon skeleton. A multiple linear regression model of the boiling points could be designed based on molar refraction and subgroup structure as independent variables (R(2) = 0.995, standard error of boiling point 4.2 degrees C). The model is discussed in view of the fact that molar refraction can account for approximately 83.0% of the observed variation in boiling point, while 16.5% could be ascribed to weak C-X...H-C intermolecular interactions. The difference in the observed boiling point of molecules having similar molar refraction values but differing in hydrogen-halogen intermolecular bonds can reach as much as 90 degrees C.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Oct
pubmed:issn
1520-5215
pubmed:author
pubmed:issnType
Electronic
pubmed:day
23
pubmed:volume
112
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
10674-80
pubmed:meshHeading
pubmed:year
2008
pubmed:articleTitle
Boiling points of halogenated ethanes: an explanatory model implicating weak intermolecular hydrogen-halogen bonding.
pubmed:affiliation
Department of Chemistry, Cégep de l'Outaouais College, 333 Cité des Jeunes, Gatineau, Québec, Canada J8Z 6M4. gbeauchamp@cegepoutaouais.qc.ca
pubmed:publicationType
Journal Article